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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1427031Erstellt: 26. Oktober 2026

Water → N-(4-((6-(2-Methoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide

https://huagongshe.com/reaction/1427031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktN-(4-Chloropyridin-2-yl)acetamideHCID 22832129—
EduktPotassium tert-butoxideHCID 23665647—
Edukt6-(2-Methoxyethoxy)-1H-indol-5-olHCID 86730334—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-(4-((6-(2-Methoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamideHCID 8673033353%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

6-(2-Methoxyethoxy)-1H-indol-5-ol described in Production Example 20-4 (3.94 g, 19.0 mmol) and N-(4-chloropyridin-2-yl)acetamide described in Production Example 1-5 (3.25 g, 19.0 mmol) were dissolved in dimethylsulfoxide (25 mL), then 97% potassium tert-butoxide (2.20 g, 19.0 mmol) was added at room temperature, and the mixture was heated and stirred at 150° C. for 13 hours. Water and ethyl acetate were added to the reaction liquid at mom temperature for partition. The aqueous layer was extracted with ethyl acetate three times and the combined organic layer was washed with water. The organic layer was dried over anhydrous sodium sulfate. The drying agent was filtered off and the filtrate was concentrated under vacuum, and then the resultant was purified with NH silica gel column chromatography (n-heptane:ethyl acetate=2:3-0:1-ethyl acetate:methanol=49:1-9:1). The target fraction was concentrated under vacuum to obtain the title compound (3.45 g, 53%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08933099B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-25142853aac24ca7aca447f92bb9bbba
Quellennotizuspto-grants-2015_01